I'm an admitted Spiceworks noob, so bear with me. This is our first installation and we're trying to get the helpdesk email portion up and running for testing. I have tried every which way to get the email settings to save, but keep getting this error (where smtp.domain.org is substituted for our actual domain);

We have Postini as our anti-spam filter that is listed on the 'outside' as our MX record

Both servers (spiceworks and exchange) are internal to our network.

I have added this server as an authorized SMTP relay on Exchange under 'Relay Restrictions', and granted access under 'Connection Control'.

I have tried every variation of username format (domain/username, username, username@domain.org) and every variation of server name (http:, https:, FQDN, IP address, etc)

I can reach the Exchange server from the Spiceworks server through telnet on port 25 and have verified that I can send a message from the Spiceworks server through our Exchange server by following these instructions; http://support.microsoft.com/kb/153119

I originally had Exchange selected for both incoming and outgoing. I switched outgoing to SMTP (without authentication) and that seems to work as I received a test message. Incoming is still a problem. POP works, but I don't necessarily want to use that. We don't have a virtual IMAP server running, so that only leaves the Exchange option for incoming, which generates the original error; Error on incoming settings: SSL error SSL_connect SYSCALL returned=5 errno=0 state=SSLv2/v3 read server hello A trying to reach https://smtp.domain.org/exchange on port

We don't have exchange here only Lotus Notes but reading through the Docs about setting up email using exchange it looks like you have to use the address that OWA uses.

Exchange Settings

In addition to the protocols above, Spiceworks also supports Exchange. Spiceworks uses OWA (Outlook Web Access) with Exchange (2003 and 2007). Configuring the Help Desk for Exchange is a little different than for the other protocols. We support both basic and FBA (Forms-Based Authentication) with Exchange. Spiceworks will automatically detect this for you.

I have gone through that document and followed every step. I have also tried every variation of servername and username. I am able to access OWA without issue from the spiceworks server through a browser. Each time it keeps returning the same SSL error as posted above. This leads me to believe that Spiceworks is trying to connect via SSL by default, and we DON'T support SSL.

I am able to authenticate with POP, but I'd rather not use it if I don't have to.

Maybe the real question is how to force Spiceworks to NOT use SSL when trying to connect to our Exchange server, if that is indeed what is happening?